Trifluoroacetic acid → HCID 91665637, Verbindung

HRID 1035321Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1035321
[CH2:1]([N:8]([CH2:25][C:26]([O:28]CC)=O)[C:9](=[O:24])[C@H:10]([NH:16]C(OC(C)(C)C)=O)[CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.F[C:32](F)(F)C(O)=O>ClCCl>[CH2:1]([N:8]1[CH2:25][C:26](=[O:28])[NH:16][C@H:10]([CH2:11][C:12]([O:14][CH2:15][CH3:32])=[O:13])[C:9]1=[O:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 67248809HCID 67248809, Verbindung

Produkt 1

HCID 91665637HCID 91665637, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of Example 255C (50.75 g, 120 mmol) in dichloromethane (50 mL) was added trifluoroacetic acid. The reaction was stirred overnight and then concentrated. Ammonia was added (7 N, methanol, 250 mL) and the solution was warmed to 70° C. for 2 hours. The reaction was concentrated and dichloromethane was added (500 mL). The solution stirred for 10 minutes before the salt was removed by filtration. The solution was then concentrated and purification via flash chromatography (3% 2 N NH3 in methanol/dichloromethane) afforded the title compound.

Aufarbeitung

  1. concentrationconcentrated
  2. additionAmmonia was added (7 N, methanol, 250 mL)
  3. concentrationThe reaction was concentrated
  4. additiondichloromethane was added (500 mL)
  5. stirringThe solution stirred for 10 minutes before the salt
  6. customwas removed by filtration
  7. concentrationThe solution was then concentrated
  8. custompurification via flash chromatography (3% 2 N NH3 in methanol/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-eaff4d23406047628cb7089bb2a458f0
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546377B2

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